
House vacation rentals in Lower Matecumbe Key
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Top-rated house rentals in Lower Matecumbe Key
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Waterfront / Ocean Access Canal / Kamp Key
This quaint Keys-style home offers timeless charm in a premier waterfront setting on an ocean-access canal. The open-concept living, kitchen, and dining area flows effortlessly through the terrace to the backyard, where a private dock invites boating and fishing, and an outdoor bar and dining area offer an effortless al fresco setting. Savor serene nights in lighter-than-cotton bedsheets, bath rituals with natural Pure Fiji products and opulent towels. Enhanced cleaning practices implemented.

Beach House, Private Pool, Dock, Gulf View Sunsets
You don’t come to the islands to stay in a town—you come to slow down. Welcome to our tropical keys beach home, tucked away from the traffic and noise of US Hwy #1. Sway with the palms on the wraparound deck, soak in wide-open panoramic bay views, and catch fiery sunsets right off your dock. Fire up the BBQ, brew a Keurig, float in the private pool, or cast a line from the 300’ private pier/dock. Easy going island living with ocean / gulf breezes, comfy beds, quality linens, Wi-Fi, and cable TV.

Tiny Home on Waterfront | Bay Views | Deck | Pool
Down by the waters of Manatee Bay, you’ll find this idyllic tiny home for 6. With a full kitchen, three comfy beds,and access to a community pool, this is a prime location to enjoy the best of Key Largo. Sit on the deck and dip your toes in the water or explore the bay using the available kayaks and paddle boards. 10 Min Drive to the Gilbert’s Resort 15 Min Drive to John Pennekamp Coral Reef State Park 22 Min Drive to African Queen Canal Cruise Experience Key Largo With Us & Learn More Below!

Captain’s Quarters Ahoy Mateys! Florida, Keys
This is located at the Florida Keys in Key Colony, Marathon. It is a spacious two bedroom, two bathroom duplex surrounded by water. It is a renovated beauty and close to the best restaurants and the tranquility of this city. It is the perfect getaway where you can recharge your exhausted batteries. Captain’s Quarters is a clean and spacious base camp location for the many adventures that await you in this amazing location. Water views and the accessibility to the best fishing in the world.

Keys Marathon Oceanfront, 4BR, 3.5 Bath Pool Home.
Experience the beauty of the Florida Keys from this stunning open-water waterfront home in Marathon. This spacious 4-bedroom, 3.5-bath retreat offers breathtaking sunset views and endless ocean vistas. The two-story open layout is designed for families and friends, providing generous gathering spaces while maintaining privacy. Arriving by boat? Enjoy the convenience of a 70-foot private dock with a freshwater hose for boat rinsing and engine flushing. Check in and Check out only Saturday.

Flakey's
Flakeys, short for Florida Keys is everything you would expect to find on the small Caribbean island. Its paradise! Located in the heart of Islamorada there is no need for a car. You can walk or bike to the best restaurants, bars, beaches and shops this island has to offer. On Morada Way in the middle of the Art and Culture district. Everything at Flakeys is brand NEW! All new appliances, furniture and decor. Shabby Island Chic! Affordable, super clean and you can't beat the location.

Off The Charts-Waterfront Tiki Bar & Private Dock
Welcome to a one-of-a-kind Florida Keys escape! This unique home, originally used as the Islamorada Courthouse, has been thoughtfully transformed into a stunning waterfront getaway while keeping its historic charm. Located in the heart of Islamorada, this property offers access to what the Keys are known for: the best fishing, dining, and great sunsets. For the comfort and safety of all guests, our accommodation is designed for guests aged 12 years and older. Pets are not permitted.

Oceanfront Tiny Villa in the Heart of the FL Keys
Welcome to your happy place in the beautiful Florida Keys! Our oceanfront villa is located on Duck Key right outside of Marathon and next to the world famous Hawks Cay Resort. Halfway between Key Largo and Key West, it’s the perfect location to explore all our island paradise has to offer. Enjoy world class fishing, diving and snorkeling or kick back with a cold beverage and enjoy a stunning sunset on one of our covered porches. And always remember…it’s 5 o’clock somewhere!!

Islamorada Bungalow #5
Bring the whole family to this great place with lots of room for fun.Escape to our charming 2-bedroom, 1-bathroom bungalow in Islamorada, FL, where luxury and convenience await! Relax on the spacious patio and take a refreshing dip in the pool, perfect for unwinding after a day of exploring nearby attractions. You're just moments away from pristine beaches, world-class fishing. Whether you seek adventure or relaxation. Secure your stay now for an unforgettable experience!

Private Pool Tropical Oasis - Centrally Located
Centrally located in the Florida keys, this beautiful three-bedroom home is steps away from fishing, restaurants, boat rentals and water sports. The property features a private and lush backyard filled with your own private pool, loungers and outdoor games. In the evening, unwind with a refreshing drink under the outdoor lighting or in the heated pool. The villa includes a high chair, pack and play, bed rails, booster seat, baby gate and kids dishware.

Lakefront pool house, jacuzzi Beachfront
Serene Lakefront Retreat – Your Perfect Getaway! Escape to paradise in this beautiful lakefront home , offering breathtaking water views, and a relaxing atmosphere. Nestled in a tranquil neighborhood, this home is perfect for families, couples, or friends looking to unwind and enjoy Florida’s natural beauty. Whether you're seeking a peaceful retreat or an adventure-filled getaway, this lake house provides the best of both worlds.

4BR 3B, Heated Pool & Spa, 60' Dock
Enjoy breathtaking views of the Gulf and Ocean from the screened in patio of this beautiful 4 BEDROOM/3 BATH canal front home. Bring your boat to the 60' dock on a 200' wide canal just 10' away from the Ocean. Relax by the pool/spa area after a day of fishing. A pool heater is offered as an option for your convenience. Please inquire about water heater fee and operating instructions before booking. (VR Lic # PLR2020-00104)
Popular amenities for Lower Matecumbe Key house rentals
House rentals with a pool

Angler’s Eden

Angler’s Terrace Conde Nast Traveler’s Best Airbnb

Islamorada Reef Canal & Pool home off Tav Creek-

*NEW!*Paradise Point~VIEWS!~Open Water~Dock~Pool!

Keezy Dream House+Beach, Pool & Kayaks at Anglers

Exceptional vaca in Angler's Reef Islamorada

Sunset Catch Gulf Front, Pool, Dock, Kayaks, Fish

3/2 Home w Dock, lagoon, kayaks!
Weekly house rentals

75130 Overseas Highway- VR 24-0415

Life On A Rock Luxury Home in Downtown Islamorada

Best Location in Marathon & KCB!

Villa del Sol - Free Kayaks 2/2.5

Gorgeous Ocean View Home!

Luxury 3/2 Mini-golf, Hot Tub, Kayaks & Pedal boat

Oceanfront w/ Dock, Kayaks, Hot Tub & Secluded

Sleeps 8 | Sunset + Boat Basin | Islamorada
Private house rentals

Boating Paradise Villa rental Lic# VACA-25-124

Waterfront Key Largo Home - Tropical Paradise

Tropical Keys Retreat | Pool | Hot Tub | Cinema

Caribbean Sunsets: Gulf Views, Dock & Private Pool

Home Away from Home Pet Friendly - Marlin Bay

Searenity Vacation Rental! Pool, Tiki Hut, Dockage

Golf Coast Oasis near Sombrero Beach,

Gorgeous 3 Bdrm Home w/ private pool, 60' dockage
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Schnebly Redland's Winery & Brewery
- Calusa Campground
- Homestead-Miami Speedway
- Coral Castle
- Bahia Honda State Park
- Robbies Marina Of Islamorada
- Seven Mile Bridge
- Theater of the Sea
- Everglades Alligator Farm
- Ernest F. Coe Visitor Center
- Key Largo Kampground And Marina
- Florida Keys Aquarium Encounters
- Dolphin Research Center
- Harry Harris Beach and Park
- Founder's Park
- History Of Diving Museum
- Conch Key
- Homestead Bayfront Park
- Fruit & Spice Park
- Curry Hammock State Park
- The Rain Barrel Village





